Basic information Adrenocorticotropic hormone drugs Indications Contraindications Adverse Reactions Precautions Chemical Property Uses Production methods Safety Supplier Related
ChemicalBook >  Product Catalog >  API >  Hormones and the Endocrine System >  Adrenal corticosteroids >  Hydrocortisone acetate

Hydrocortisone acetate

Basic information Adrenocorticotropic hormone drugs Indications Contraindications Adverse Reactions Precautions Chemical Property Uses Production methods Safety Supplier Related

Hydrocortisone acetate Basic information

Product Name:
Hydrocortisone acetate
Synonyms:
  • (11beta)-21-(Acetoxy)-11,17,21-trihydroxypregna-1,4-diene-3,20-dione
  • 11,17-Dihydroxy-3,20-dioxopregn-4-en-21-yl acetate
  • 11-beta,17-alpha-dihydroxy-21-acetoxypregesterone
  • 11beta17alpha-Dihydroxy-21-acetoxypregesterone
  • 17-alpha-hydrocorticosterone21-acetate
  • 17alpha-Hydrocorticosterone-21-acetate
  • Cortisone Acetate EP Impurity A(Hydrocortisone Acetate)
  • Hydrocortisone Impurity 3(Hydrocortisone EP Impurity C)
CAS:
50-03-3
MF:
C23H32O6
MW:
404.5
EINECS:
200-004-4
Product Categories:
  • Adrenal cortical hormone drugs
  • API
  • Biochemistry
  • Hydroxyketosteroids
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Steroids
  • Veterinaries
  • Steroid and Hormone
  • Hormone Drugs
  • 50-03-3
Mol File:
50-03-3.mol
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Hydrocortisone acetate Chemical Properties

Melting point:
223 °C (dec.)(lit.)
Boiling point:
446.1°C (rough estimate)
alpha 
D25 +166° (c = 0.4 in dioxane); D25 +150.7° (c = 0.5 in acetone)
Density 
d420 1.289
refractive index 
1.4593 (estimate)
Flash point:
223°C
storage temp. 
0-6°C
solubility 
Practically insoluble in water, slightly soluble in anhydrous ethanol and in methylene chloride
pka
12.42±0.70(Predicted)
form 
Solid
color 
White to Off-White
Water Solubility 
Insoluble in water.
Decomposition 
223 ºC
Merck 
14,4787
BRN 
2066841
Stability:
Stable, but may be light or moisture sensitive. Incompatible with strong oxidizing agents.
LogP
2.190
CAS DataBase Reference
50-03-3(CAS DataBase Reference)
NIST Chemistry Reference
Hydrocortisone acetate(50-03-3)
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Safety Information

Hazard Codes 
Xn,T
Risk Statements 
63-10-45
Safety Statements 
36/37-45-53
WGK Germany 
3
RTECS 
GM8960000
HS Code 
29372100
Toxicity
LD50 intraperitoneal in mouse: 2300mg/kg

MSDS

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Hydrocortisone acetate Usage And Synthesis

Adrenocorticotropic hormone drugs

Hydrocortisone acetate is an adrenal hormone drugs, white crystalline powder, odorless, bitter taste. The melting point is 216~222 ℃, right optical. Slightly soluble in ethanol, ether, chloroform, acetone, insoluble in water. It was synthesized by In 17α-hydroxy progesterone.
Hydrocortisone acetate has important physiological activities such as anti-inflammatory, anti-viral, anti-allergic, anti-shock, reducing inflammatory exudation effect, commonly used in clinical adrenal insufficiency and autoimmune diseases. Preparations are injection, tablets, ointments and eye drops. Adding a small amount of hydrocortisone acetate in some cosmetics cortisol can increase the efficacy of anti-allergy and improve the degree of whitening of the skin, but long-term using of such substances can cause the skin produce hormone-dependent disease. Our cosmetics cosmetics specifications prescribedthathormone substances can not be added.

Indications

For allergic, non-infectious skin diseases and a number of proliferative skin disorders. Such as dermatitis, eczema, neurodermatitis, seborrheic dermatitis and itching psychosis.

Figure 1 the chemical structure formula of tetra-fluoroethane.

Contraindications

1. This medicine and matrix components allergy and allergic to other glucocorticoids are prohibited.
2. The primary bacterial, fungal and viral infectious skin diseases such as disabledare prohibited.
The above information is edited by the chemicalbook of KuiMing.

Adverse Reactions

Long-term using can cause local skin atrophy, telangiectasia, pigmentation, folliculitis, perioral dermatitis and secondary infection.

Precautions

1. Not long-term, large-scale use.
2. The coated parts such as a burning sensation, itching, swelling, etc., should stop the medication.

Chemical Property

White or almost white crystalline powder, odorless. Mp218-221.5 ℃; 25D + 166 ° (dioxane) Specific rotation [α]; ethanol maximum absorption at 240nm wavelength. Insoluble in water, slightly soluble in ethanol (1: 230) and chloroform (1: 150), insoluble in ether.

Uses

Corticosteroid drugs, have anti-inflammatory, anti-allergic, anti-toxins, anti-shock effect.

Production methods

Hydrocortisone and acetic anhydride in pyridine esterification.

Chemical Properties

white powder

Uses

Glucocorticoid

Uses

Hydrocortisone acetate is used to treat hemorrhoids and itching/swelling in the rectum and anus. It is used to treat certain intestinal problems (such as ulcerative colitis of the rectum and other rectal/anal inflammatory conditions).

Definition

ChEBI: Cortisol 21-acetate is a tertiary alpha-hydroxy ketone and a cortisol ester.

brand name

Cortef Acetate (Pharmacia & Upjohn); Cortifoam (Schwarz Pharma); Cortril (Pfizer); Dricort (Ingram); Hydrocortone (Merck).

Clinical Use

Corticosteroid:

Local inflammation of joints and soft tissue

Drug interactions

Potentially hazardous interactions with other drugs
Aldesleukin: avoid concomitant use.
Antibacterials: metabolism accelerated by rifampicin; metabolism possibly inhibited by erythromycin; concentration of isoniazid possibly reduced.
Anticoagulants: efficacy of coumarins and phenindione may be altered.
Antiepileptics: metabolism accelerated by carbamazepine, phenobarbital, fosphenytoin, phenytoin and primidone.
Antifungals: increased risk of hypokalaemia with amphotericin - avoid; metabolism possibly inhibited by itraconazole and ketoconazole.
Antivirals: concentration possibly increased by ritonavir.
Ciclosporin: rare reports of convulsions in patients on ciclosporin and high-dose corticosteroids
. Cobicistat: concentration of hydrocortisone possibly increased - increased risk of adrenal suppression.
Diuretics: enhanced hypokalaemic effects of acetazolamide, loop diuretics and thiazide diuretics.
Vaccines: high dose corticosteroids can impair immune response to vaccines - avoid concomitant use with live vaccines.

Metabolism

Hydrocortisone is metabolised in the liver and most body tissues to hydrogenated and degraded forms such as tetrahydrocortisone and tetrahydrocortisol. These are excreted in the urine, mainly conjugated as glucuronides, with a very small proportion of unchanged hydrocortisone.

Purification Methods

The acetate recrystallises from Me2CO/Et2O or aqueous Me2CO as hygroscopic monoclinic crystals. UV has max at 242 nm (A1cm 1% 390) in MeOH. Its solubility at 25o is: H2O (0.001%), EtOH (0.45%), MeOH (0.04%), Me2CO (1.1%), CHCl3 (0.5%), Et2O (0.15%), and it is very soluble in Me2NCHO. [Wendler et al. J Am Chem Soc 74 3630 1952; Antonucci et al. J Org Chem 18 7081 1953, Beilstein 8 IV 3424.]

Hydrocortisone acetate Preparation Products And Raw materials

Raw materials

Hydrocortisone acetateSupplier

Wuhan Xinru Chemical Co., Ltd. Gold
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